Flubendiamide
Based on 1 Customer Validation
Flubendiamide (NNI-0001) is an orally active phthalic diamide insecticide that acts by targeting insect ryanodine receptors (RyRs), causing insect muscle dysfunction, paralysis and death. Flubendiamide disrupts molting, metamorphosis and reproductive processes, induces oxidative stress by increasing the levels of ROS/RNS, MDA and 8OHdG and decreasing the levels of SOD, CAT and GST, activates the CncC/Maf apoptosis pathway, impairs calcium homeostasis, promotes adipogenesis, increases triglyceride accumulation, and upregulates the expression of regulatory factors for adipocyte differentiation and adipogenesis.
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- Purity: 99.42%
- CAS No.: 272451-65-7
- 화학식: C23H22F7IN2O4S
- 분자량:682.39
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보관:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Biological Activity
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Chemical Information
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용액&용해도
- 순도&문서
- References
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Biological Activity
Flubendiamide (0-30 μM; 10-20 μM) binds to calf thymus DNA with moderate affinity via a groove-binding mechanism, with a binding constant of 49 μM, and alters the secondary structure of ct DNA[1].
Flubendiamide (3 µM) induces persistent calcium transients in dissociated primary antennal neurons cultured in vitro from prepupae of the western honey bee Apis mellifera, with an average maximum amplitude of 0.50 ΔF/F[2].
Flubendiamide (1-10 μM; 8 days) promotes triglyceride accumulation in 3T3-L1 adipocytes[3].
Flubendiamide (1-10 μM; 8 days) upregulates adipogenic regulators C/EBPα and PPARγ at the concentration of 10 μM, and inhibits the AMPKα signaling pathway by reducing the phosphorylation levels of AMPKα and ACC; this effect is observed after treating 3T3-L1 adipocytes for 8 days, with a weaker effect detected at the concentration of 1 μM[3].
Flubendiamide (10 μM; 8 days) enhances triglyceride accumulation in 3T3-L1 adipocytes, and this effect is reversed by co-treatment with 40 μM of the AMPKα activator AICAR[3].
Flubendiamide (10 μM; 8 days) upregulates C/EBPα and inhibits the phosphorylation of AMPKα in 3T3-L1 adipocytes[3].
Flubendiamide (10 μM; 8 days) promotes triglyceride accumulation in 3T3-L1 adipocytes[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:3T3-L1 adipocytes
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Concentration:1 μM, 10 μM
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Incubation Time:8 days
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Result:Significantly increased protein expression of adipocyte differentiation regulators C/EBPα and PPARγ, and significantly decreased phosphorylation of AMPKα and its downstream target acetyl-CoA carboxylase (ACC) relative to control at 10 μM.
Resulted in a non-significant increase in C/EBPα and PPARγ expression, and a significant decrease in p-AMPKα/AMPKα and p-ACC/ACC ratios relative to control at 1 μM, though the magnitude of change was smaller than at 10 μM.
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Cell Line:3T3-L1 adipocytes
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Concentration:10 μM flubendiamide, 40 μM AICAR
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Incubation Time:8 days
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Result:Increased C/EBPα protein expression and decreased p-AMPKα/AMPKα ratios relative to control when used alone at 10 μM.
Abolished the flubendiamide-induced changes in C/EBPα and p-AMPKα expression when co-treated with 40 μM AICAR.
Abolished the flubendiamide-induced changes in C/EBPα and p-AMPKα expression when co-treated with 10 μM A769662.
Flubendiamide (200 mg/kg; p.o.; daily; for 1, 7 or 14 days) bioaccumulates in the liver and adipose tissue of rats. After daily oral administration at a dose of 200 mg/kg for 1-14 days, its concentrations reach 19-27 mg/kg in the liver and 47-68 mg/kg in adipose tissue[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:3rd generation, 4th instar larvae, 120 h old, uniform size[1]
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Dosage:20 μg/mL; 40 μg/mL; 60 μg/mL; 80 μg/mL
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Administration:oral; single exposure; observation over 12-72 hours
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Result:Induced concentration- and time-dependent toxicity in Spodoptera litura, including 45.33% larval mortality at 80 μg/mL (24 hours), oxidative stress, genotoxic damage, gut tissue injury, disrupted life cycle and reproduction, and altered expression of stress, apoptotic, and ecdysone receptor genes.
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Animal Model:Fischer F344/DuCrj (female)[3]
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Dosage:200 mg/kg
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Administration:p.o.; daily; 1, 7, or 14 days
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Result:Reached peak plasma levels of ~20 µM after oral daily dosing for 1, 7, or 14 days.
Accumulated to liver levels of 19-27 mg/kg after oral daily dosing for 1, 7, or 14 days.
Accumulated to fat tissue levels of 47-68 mg/kg after oral daily dosing for 1, 7, or 14 days.
Chemical Information
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CAS No. 272451-65-7
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Appearance Solid
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분자량 682.39
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화학식 C23H22F7IN2O4S
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Color White to off-white
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SMILES
O=C(C1=C(C(NC(C)(CS(=O)(C)=O)C)=O)C(I)=CC=C1)NC2=CC=C(C(C(F)(F)F)(C(F)(F)F)F)C=C2C
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Synonyms
NNI-0001
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선적
Room temperature in continental US; may vary elsewhere.
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보관
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
용액&용해도
DMSO : 125 mg/mL (183.18 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
순도&문서
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Data Sheet (285 KB)
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SDS (399 KB)
- English - EN (399 KB)
- Français - FR (399 KB)
- Deutsch - DE (399 KB)
- Norwegian - NO (399 KB)
- Español - ES (399 KB)
- Swedish - SV (399 KB)
- Italian - IT (399 KB)
- Korean - KR (399 KB)
- Portuguese - PT (399 KB)
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Handling Instructions (2659 KB)
References
[1]. Jameel M, et al. Flubendiamide induced genetic and cellular damages directly influence the life cycle of the oriental leaf worm, Spodoptera litura. Pestic Biochem Physiol. 2023;193:105448. [Content Brief]
[2]. Kadala A, et al. Flubendiamide, the first phthalic acid diamide insecticide, impairs neuronal calcium signalling in the honey bee's antennae. J Insect Physiol. 2020;125:104086. [Content Brief]
[3].
Sun Q, et al. Flubendiamide Enhances Adipogenesis and Inhibits AMPKα in 3T3-L1 Adipocytes. Molecules. 2018 Nov 12;23(11):2950.
[Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 1.4654 mL | 7.3272 mL | 14.6544 mL | 36.6359 mL |
| 5 mM | 0.2931 mL | 1.4654 mL | 2.9309 mL | 7.3272 mL | |
| 10 mM | 0.1465 mL | 0.7327 mL | 1.4654 mL | 3.6636 mL | |
| 15 mM | 0.0977 mL | 0.4885 mL | 0.9770 mL | 2.4424 mL | |
| 20 mM | 0.0733 mL | 0.3664 mL | 0.7327 mL | 1.8318 mL | |
| 25 mM | 0.0586 mL | 0.2931 mL | 0.5862 mL | 1.4654 mL | |
| 30 mM | 0.0488 mL | 0.2442 mL | 0.4885 mL | 1.2212 mL | |
| 40 mM | 0.0366 mL | 0.1832 mL | 0.3664 mL | 0.9159 mL | |
| 50 mM | 0.0293 mL | 0.1465 mL | 0.2931 mL | 0.7327 mL | |
| 60 mM | 0.0244 mL | 0.1221 mL | 0.2442 mL | 0.6106 mL | |
| 80 mM | 0.0183 mL | 0.0916 mL | 0.1832 mL | 0.4579 mL | |
| 100 mM | 0.0147 mL | 0.0733 mL | 0.1465 mL | 0.3664 mL |
Flubendiamide Related Classifications
HY-W339331 Related Classifications
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- Flubendiamide
- 272451-65-7
- NNI-0001
- NNI0001
- NNI 0001
- Insecticide
- Calcium Channel
- Reactive Oxygen Species (ROS)
- Apoptosis
- 3T3-L1 adipocytes
- C/EBPα
- Apis mellifera
- Spodoptera litura
- ryanodine receptors
- ecdysone receptor
- calf thymus DNA
- PPARγ
- AMP-activated protein kinase α
- CncC/Maf apoptotic pathways
- Inhibitor
- inhibitor
- inhibit